1.02010-04-08 22:04:26 UTC2019-11-26 02:54:31 UTCFDB000095ent-Gallocatechin 3-gallateEnt-gallocatechin 3-gallate, also known as (-)-gallocatechol gallic acid, is a member of the class of compounds known as catechin gallates. Catechin gallates are organic compounds containing a gallate moiety glycosidically linked to a catechin. Ent-gallocatechin 3-gallate is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Ent-gallocatechin 3-gallate can be found in tea, which makes ent-gallocatechin 3-gallate a potential biomarker for the consumption of this food product. (-)-Gallocatechin 3-O-gallate3,3',4',5,5',7-Hexahydroxyflavan; (2S,3R)-form, 3-O-(3,4,5-Trihydroxybenzoyl)ent-Gallocatechin 3-gallateL-Gallocatechin 3-gallateC22H18O11458.3717458.084911418(2S,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoategallocatechin gallate68-22-4OC1=CC2=C(C[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@@H](O2)C2=CC(O)=C(O)C(O)=C2)C(O)=C1InChI=1S/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2/t18-,21+/m1/s1WMBWREPUVVBILR-NQIIRXRSSA-N belongs to the class of organic compounds known as flavonoid o-glycosides. Flavonoid O-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone.Flavonoid O-glycosidesOrganic compoundsPhenylpropanoids and polyketidesFlavonoidsFlavonoid glycosidesAromatic heteromonocyclic compounds1-hydroxy-2-unsubstituted benzenoids1-hydroxy-4-unsubstituted benzenoids2'-Hydroxy-dihydrochalconesAcetalsAlkyl-phenylketonesAryl alkyl ketonesBenzoyl derivativesButyrophenonesCatecholsCinnamylphenolsHexosesHydrocarbon derivativesO-glycosyl compoundsOrganic oxidesOxacyclic compoundsOxanesPhenol ethersPhenolic glycosidesPhenoxy compoundsPolyolsPrimary alcoholsResorcinolsSecondary alcoholsVinylogous acids1-hydroxy-2-unsubstituted benzenoid1-hydroxy-4-unsubstituted benzenoid2'-hydroxy-dihydrochalconeAcetalAlcoholAlkyl-phenylketoneAromatic heteromonocyclic compoundAryl alkyl ketoneAryl ketoneBenzenoidBenzoylButyrophenoneCatecholCinnamylphenolFlavonoid o-glycosideGlycosyl compoundHexose monosaccharideHydrocarbon derivativeKetoneLinear 1,3-diarylpropanoidMonocyclic benzene moietyMonosaccharideO-glycosyl compoundOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacycleOxanePhenolPhenol etherPhenolic glycosidePhenoxy compoundPhenylketonePolyolPrimary alcoholResorcinolSecondary alcoholVinylogous acidlogp2.38logs-3.80solubility7.28e-02 g/llogp3.08pka_strongest_acidic7.99pka_strongest_basic-5.4iupac(2S,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoateaverage_mass458.3717mono_mass458.084911418smilesOC1=CC2=C(C[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@@H](O2)C2=CC(O)=C(O)C(O)=C2)C(O)=C1formulaC22H18O11inchiInChI=1S/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2/t18-,21+/m1/s1inchikeyWMBWREPUVVBILR-NQIIRXRSSA-Npolar_surface_area197.37refractivity111.75polarizability42.81rotatable_bond_count4acceptor_count10donor_count8physiological_charge0formal_charge0Specdb::MsMs75327Specdb::MsMs75328Specdb::MsMs75329Specdb::MsMs134949Specdb::MsMs134950Specdb::MsMs134951Specdb::MsMs1479313Specdb::MsMs1479420Specdb::MsMs3596626Specdb::MsMs3596627Specdb::MsMs3596628Specdb::MsMs3596629Specdb::MsMs3596630Specdb::MsMs3596631Black teaType 14090.04090.04090.0mg/100 gGreen teaType 14090.04090.04090.0mg/100 gHerbal teaType 14090.04090.04090.0mg/100 gRed teaType 14090.04090.04090.0mg/100 gTeaType 1specificCamellia sinensis44424090.04090.04090.0mg/100 g